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64951

Sigma-Aldrich

7-Methoxycoumarin

suitable for fluorescence, ≥98.0% (TLC)

Synonym(s):

Herniarin, Methyl umbelliferyl ether

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About This Item

Empirical Formula (Hill Notation):
C10H8O3
CAS Number:
531-59-9
Molecular Weight:
176.17
Beilstein:
141728
EC Number:
208-513-3
MDL number:
MFCD00006876
UNSPSC Code:
85151701
PubChem Substance ID:
57651999
NACRES:
NA.32

Quality Level

100

Assay

≥98.0% (TLC)

form

solid

mp

117-121 °C (lit.)

solubility

DMF: soluble
acetonitrile: soluble
alcohols: soluble
chloroform: soluble

fluorescence

λex 350 nm; λem 385 nm (Reaction product)
λex 350 nm; λem 385 nm in chloroform

suitability

suitable for fluorescence

SMILES string

COc1ccc2C=CC(=O)Oc2c1

InChI

1S/C10H8O3/c1-12-8-4-2-7-3-5-10(11)13-9(7)6-8/h2-6H,1H3

InChI key

LIIALPBMIOVAHH-UHFFFAOYSA-N

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Application

7-Methoxycoumarin (Herniarin) is used to study antioxidant and hepatoprotective properties and its activity as an allergen. 7-Methoxycoumarin may be used as a reference material in the purification, separation and analysis of coumarin compounds.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sandesh Sancheti et al.
Drug and chemical toxicology, 36(1), 42-47 (2012-11-07)
The available conventional remedies for the treatment of drug-induced liver diseases are highly inadequate and possess serious adverse effects; therefore, the development of new, effective drugs is considered necessary. This article explores the hepatoprotective and antioxidant potential of 7-methylcoumarin (MC)
P Paterson et al.
Xenobiotica; the fate of foreign compounds in biological systems, 14(11), 849-859 (1984-11-01)
Pretreatment of rats with phenobarbitone increased hepatic microsomal 7-methoxy-and 7-ethoxy-coumarin O-dealkylase activities. Pretreatment with beta-naphthoflavone increased only the 7-ethoxycoumarin O-dealkylase activity. The addition of metyrapone in vitro inhibited the O-dealkylations to different extents. Similar results were obtained with diphenyloxazole and
Chao-Mei Ma et al.
Phytochemical analysis : PCA, 18(1), 42-49 (2007-01-31)
A simple HPLC-PAD-MS method was established to quantitatively analyse two spiroether isomers (cis-en-yn-dicycloether and trans-en-yn-dicycloether) and the main coumarin, herniarin, in chamomile herbs, simultaneously. By using this method, the contents of these three compounds in the flowers of two chamomile
Adriana Eliasová et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 59(7-8), 543-548 (2005-04-09)
The responses of young plants of diploid and tetraploid Matricaria chamomilla cultivars to abiotic stress were studied. The course of quantitative changes of main leaf secondary metabolites was evaluated within an interval from 6 h before to 54 h after
M Warren et al.
Xenobiotica; the fate of foreign compounds in biological systems, 18(8), 973-981 (1988-08-01)
1. The activities of 7-methoxycoumarin (7-MCOD), 7-ethoxycoumarin (7-ECOD) and 7-propoxycoumarin (7-PCOD) O-dealkylases decreased by 75-90% during culture of rat hepatocytes for 72 h. 2. The addition of dexamethasone (D) produced a stabilization or modest enhancement of 7-ECOD and 7-PCOD activities
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